The 20 Most Embarrassing Celebrity Endorsements Ever

You can’t blame celebrities for cashing in on their fame and making a few lucrative deals with the advertising world. Indeed, some stars earn more in a day’s promotional work than they would in an entire movie shoot. But as these embarrassing pictures show, there are several cash-hungry celebrities who perhaps should have been a little more selective…

20. Snoop Dogg – Money Supermarket (2014)

You might ask Snoop Dogg for advice on numerous things: the most potent marijuana strain, which classic G-funk record to buy or perhaps how to convert to the Rastafari movement. You wouldn’t, however, take his word on the best car insurance deals, which is why his 2014 affiliation with Money Supermarket was downright bizarre.

19. David Hasselhoff – Pepsi (2006)

Surprisingly, it wasn’t Pepsi’s German headquarters that decided to hire David Hasselhoff as their new leading man, but the brand’s representatives in Australia. The former Baywatch star straddled a giant cola bottle in the 2006 print campaign, blissfully unaware that the resulting explosion looked more like diarrhea than cola.

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18. Ozzy Osbourne – I Can’t Believe It’s Not Butter (2006)

Ozzy Osborne, the man who bit the head off a bat, isn’t the first person that comes to mind when you’re spreading your morning toast. Yet for some reason the Prince of Darkness was chosen alongside comedian Jon Culshaw to front a 2006 ad for I Can’t Believe It’s Not Butter.

17. John Lydon – Country Life butter (2008)

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Eardrum-perforating ’70s rock definitely seems to have been in vogue with U.K. advertising execs during the noughties. Soon after Ozzy Osbourne’s margarine commercial, anarchic ex-Sex Pistols frontman John Lydon put the nail in punk’s coffin when he became the rather unlikely face of Country Life butter in 2008.

16. Sylvester Stallone – High Protein Pudding (2005)

In 2005 Sylvester Stallone was so proud of his high-protein pudding for bodybuilders that he went on Larry King to promote it. However, Stallone’s sweet treat idea turned slightly sour when inventor William Brescia filed a lawsuit claiming the action hero had actually stolen his recipe.

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15. Mary-Kate and Ashley Olsen – Got Milk campaign (2004)

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Ex-Full House stars Mary-Kate and Ashley Olsen became the latest celebs to sport a white mustache to promote the benefits of milk in 2004. But in a case of unfortunate timing, the ad arrived in the same week that Mary-Kate was admitted to a treatment facility with an eating disorder.

14. Donald Trump – Trump Steaks (2007)

Billionaire-turned-fear-mongering politician Donald Trump has had plenty of beefs over the years, including this very literal one. Unsurprisingly, the Trump claimed his own brand of steaks – which he shilled on QVC from $199 – were the best in the world, although the scathing online reviews suggest few buyers agreed.

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13. Arnold Schwarzenegger – Alinamin V (1990)

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There was a time when A-listers could hide their zany Japanese commercials from the rest of the general public. Thankfully, in the Internet age, embarrassing ads like this Arnold Schwarzenegger 1990 energy drink commercial are available for the whole world to enjoy.

12. Jessie J – Tuc (2015)

Showboating pop vocalist Jessie J famously sang “It’s not about the money” in her signature hit “Price Tag.” And yet Jessie’s anti-capitalist stance appeared to fall by the wayside in 2015 when savory snack giant Tuc asked her to dress up in a bright yellow marching band costume.

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11. Iggy Pop – Swift Insurance (2009)

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Proto-punk pioneer Iggy Pop, once famed for his outrageous lifestyle and on-stage antics, destroyed his reputation in one foul swoop in 2009. The Stooges frontman enjoyed a long-running stint as the face of Swift Insurance and, although he remained proudly bare-chested, it was anything but rock and roll.

10. Muhammad Ali – dCON (1980)

Muhammad Ali famously once said, “I float like a butterfly, sting like a bee,” but the boxer had no qualms about killing off such insects in 1980. However, despite his impressive skills in the ring, Ali still needed help from bug spray d-CON when it came to delivering the knockout blow.

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9. Katherine Heigl – Cat’s Pride (2016)

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Rom-com favorite Katherine Heigl was once touted as the new Julia Roberts thanks to a string of leading roles in Knocked Up, 27 Dresses and The Ugly Truth. Fast forward to 2016, and the actress’ stock had fallen so far that she’s now the lead in a TV commercial for Cat’s Pride kitty litter.

8. Wynonna Judd – Alli (2009)

Country star Wynonna Judd should perhaps have read the small print when signing her 2009 endorsement deal with Alli. The weight loss pill has become more renowned for one of its unfortunate side effects – anal leakage – than for any slimming success.

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7. Florence Henderson – Polident (1998)

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Some celebs will quite happily promote products dealing with the kind of embarrassing problems you never knew existed. Indeed, who under the age of 65 was aware that controlling denture odor was even a thing until The Brady Bunch mom Florence Henderson extolled the virtues of Polident back in 1998?

6. Bob Dylan – Victoria’s Secret (2004)

Forget Bob Dylan going electric at the 1965 Newport Folk Festival. His creepy appearance in a 2004 TV commercial for Victoria’s Secret – in which he’s seen leering at a much younger underwear model – must rank as the grizzly-voiced counter-culture icon’s biggest sell-out moment.

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5. Kirstie Alley – Poise (2012)

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Kirstie Alley didn’t exactly make things easy for herself when advertising Poise in 2012. In fact, it’s not clear what was more embarrassing – endorsing a product that deals with light bladder leakage, or the purple fairy wings she had to sport in the commercial.

4. Kris Jenner – Zestra (2012)

The head of the Kardashian family is renowned for doing pretty much anything to keep her name in the spotlight. So it really shouldn’t come as a surprise that Kris Jenner was more than willing to be the face of Zestra arousal oils in 2012.

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3. Bob Dole – Viagra (1998)

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Just two years after losing out to Bill Clinton in the 1996 Presidential Election, Republican nominee Bob Dole was appointed by Pfizer to become the spokesperson for their erectile dysfunction wonder drug, Viagra. Perhaps this is what the future holds for Ted Cruz and Donald Trump?

2. Warren G – Affirm XL (2011)

Rappers are renowned for boasting about their natural sexual prowess, so you almost have to admire Warren G for aligning himself with a product that implies he requires a little assistance in the bedroom. The West Coast MC appeared in an informercial for male enhancement pill Affirm XL in 2011.

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1. Lisa Rinna – Depend’s Silhouette for Women (2014)

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Soap opera and reality star Lisa Rinna proved that money can talk even when it comes to incontinence pants. In 2014 the real housewife of Beverly Hills revealed that the fee she received for advertising Depend was the highest she’d received in her 30-year career.

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